N-(4-diethylaminomethylthiazol-2-yl)-3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzamide

Base Information

Chemical Name:N-(4-diethylaminomethylthiazol-2-yl)-3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzamide
CAS No.:1596340-75-8
Molecular Formula:C₂₈H₃₀N₄O₄S₂
Molecular Weight:550.703
Hs Code.:

Synonyms:N-(4-diethylaminomethylthiazol-2-yl)-3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-(4-diethylaminomethylthiazol-2-yl)-3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzamide

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Technology Process of N-(4-diethylaminomethylthiazol-2-yl)-3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzamide

There total 8 articles about N-(4-diethylaminomethylthiazol-2-yl)-3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 42.0%

: 1596340-74-7
N-(4-chloromethylthiazol-2-yl)-3-(4-methanesulfonylphenoxy)-5-(3-methylpyridine-2-yl)benzamide

: 109-89-7
diethylamine

: 1596340-75-8
N-(4-diethylaminomethylthiazol-2-yl)-3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzamide

Guidance literature:: With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.bmc.2014.02.009

Reference yield:

: 752242-45-8
3-hydroxy-5-(4-methanesulfonylphenoxy)benzoic acid methyl ester

: 1596340-75-8
N-(4-diethylaminomethylthiazol-2-yl)-3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzamide

Guidance literature:: Multi-step reaction with 7 steps

1: triethylamine / dichloromethane / 2 h / -78 °C

2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 20 - 85 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / N,N-dimethyl-formamide; water / 18 h / 80 °C

4: sodium hydroxide / water; tetrahydrofuran; methanol / 20 °C

5: thionyl chloride / 1 h / Reflux

6: diisopropylamine / dichloromethane / 20 °C

7: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; potassium acetate; sodium hydrogencarbonate; potassium carbonate; triethylamine; diisopropylamine; potassium iodide; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2014.02.009

Reference yield:

: 1235567-13-1
3-(4-methanesulfonylphenoxy)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzoic acid methyl ester

: 1596340-75-8
N-(4-diethylaminomethylthiazol-2-yl)-3-(4-methanesulfonylphenoxy)-5-(3-methylpyridin-2-yl)benzamide

Guidance literature:: Multi-step reaction with 5 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / N,N-dimethyl-formamide; water / 18 h / 80 °C

2: sodium hydroxide / water; tetrahydrofuran; methanol / 20 °C

3: thionyl chloride / 1 h / Reflux

4: diisopropylamine / dichloromethane / 20 °C

5: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; sodium hydrogencarbonate; potassium carbonate; diisopropylamine; potassium iodide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2014.02.009